Should You Ever Retire? A growing number of Americans are pushing back the age at which they plan to retire. Or deciding not to retire at all. Share | Related Content Social Security: By the Numbers Here are five facts about Social Security that might surprise you. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? Retirement Plan Distributions There are a number of ways to withdraw money from a qualified retirement plan.